Holiday rentals in Whispering Pines

Sandhills Getaway!

This very comfortable home on a long cul-de-sac sits on a half-acre in a rural setting, surrounded by towering pines and fishing ponds. It's 15 minutes from the famous golf village of Pinehurst; 30 minutes from Fort Bragg, USA's largest military base; and 20 minutes from the Pottery Highway. It features new interior paint and landscaping as of 2023 (with a backyard firepit). It sleeps 10 (8 adults) comfortably. Smoking/vaping is prohibited except at the firepit; charge for smoking, $300 or more.

Charming 1 bedroom guesthouse on 4 acres, hot tub

Our guesthouse sits on 4 quiet fenced acres about 100 feet from our home. We are about 15 minutes from Pinehurst. Our large, friendly dogs greet you upon arrival and share the same fenced area as the guesthouse. Our barn conversion has a full kitchen, a queen bed and small sofa bed. Coffee maker, wine fridge, fire pit with Adirondack chairs for evening glass of wine or to watch the fireflies. Saltwater pool from mid-May to Mid- Sep. Private two-person hot tub. Pet fee for dogs. sorry, no cats.

New 5 Bedroom Cottage on Pine Needles Golf Course!

New construction home on the golf course of Pine Needles Course between Pinehurst and downtown Southern Pines. Ideal location, close to everything the area has to offer. This 5 bedroom and 3 bathroom cottage is ideal for golf outings and family friendly vacations. Everything you need to make your stay ideal and comfortable. Main level: 1 bedroom, 1 bath, living room, kitchen, dining, office space, walk in pantry, laundry room. Second floor: 4 bedrooms, 2 bathrooms, abundant closet space.

Cozy Studio in Historic Downtown

LITERALLY steps from the quaint downtown of Southern Pines. In the heart of the historic district of Southern Pines sits this charming small, yet quaint & cozy self contained studio/efficiency which is attached to a 1930's bungalow. Just steps to our idyllic downtown. (Literally 1 block). Guests will have the entire studio for their private use. (bed, bath, kitchenette) Central heating and air with thermostat 1 bed / 1 bath. Private entrance. Street parking. 'Strict' No Smoking Policy

Cozy Pinehurst Retreat w/ Putting Green

Enjoy your Pinehurst stay in the family-friendly neighborhood of Village acres. The area is surrounded by The Greenway pedestrian and bicycling trail. The house is situated within 2 miles of downtown Pinehurst, Camelot Park, and Rassie Wicker Park, and is a short drive away from any of the many wonderful golf courses that Pinehurst has to offer. It was recently remodeled, is well furnished, and we are constantly striving to upgrade and improve the space to make for a comfortable stay!

Paradise on Hole#2

Spring is here and we welcome you to Paradise on hole #2 in the Pines. Charming Golf front property. Whether visiting family or enjoying the golf scene we are happy to host you. Within walking distance to Pine Needles Golf Club located on hole #2. A 1 min (5min walk)to Pine Neede Country Club, 2min drive to Talamore Golf Resort, 2 min drive to Southern Pines and 10 min drive to Pinehurst. Our 3BD, 2BA house welcomes all guest from golfers to tourist and temporary lodge for your move.

The 19th Stay - Cozy Getaway Near Pinehurst

Welcome to the 19th Stay, your cozy getaway near Pinehurst. Perfect for golf trips, couples or family escapes. Our brand new home features clean and comfy bedrooms, kid friendly bunk beds and all the essentials for a stress free stay. Located in the heart of Southern Pines, you’ll be just minutes from world-class golf, equestrian experiences, gorgeous parks, dining, and downtown shops. Relax, recharge and enjoy a home that’s as central as it is welcoming.

Golfer's Paradise I Modern I Charming I 3BED/2BATH

Ideal for tournament stays and multi-day golf trips! Centrally located between Pinehurst and Southern Pines Accommodating up to 6 guests in exceptional comfort, our 3-bedroom, 2-bath Charming Pines Hideaway is ideally located within walking distance of Pine Needles Lodge and Golf Club. The great location provides easy access to nearby golf, horseback riding, hiking trails, kayaking, restaurants, and downtown districts of the Pinehurst/Southern Pines area.

Pinehurst Chatham House| 3BR Near Golf and Village

Escape to Pinehurst in this charming 3-bedroom, 2-bath home, perfect for golfers, families, and weekend getaways. Located minutes from world-famous golf courses, dining, and local attractions, this comfortable retreat offers spacious living areas, a fully equipped kitchen, and relaxing outdoor space. Whether you’re here for a golf trip or family vacation, you’ll feel right at home. Book your stay and enjoy the best of Pinehurst in comfort and style!

Serene By the Greens

Relax in this peaceful, newly renovated space with a modern touch. Located in a quiet neighborhood next to Hyland Golf Club, this home offers the perfect retreat for golf lovers. Just one exit north of Pine Needles golf course (3.9 miles), it’s ideally situated for those attending the US Kids Golf World Championship at Longleaf Golf Club (5.9 miles away) or the US Men’s Open at Pinehurst #2 (8.9 miles away). Secure your golf getaway now—book today!

Sample the Sandhills at Six Dixie Lakeside

This residence is, indeed, a waterfront oasis! The combination of the refreshed furnishings and decor, alongside the panoramic vistas from each window and porch, ensures that one's stay here is without fail, delightful. Whether one chooses to remain indoors or venture out, the sight of the lake is nothing short of magnificent! Positioned mere minutes from the surrounding towns, it offers proximity to both shopping and golfing activities.

Farm Retreat near Pinehurst & Southern Pines

Wake up in the heart of North Carolina horse country, surrounded by grazing horses and peaceful pasture views on a working equestrian farm just minutes from Pinehurst and Southern Pines. 10 min to downtown Southern Pines 12 min to Pinehurst golf courses 12 min to Woodlake Country Club Ideal for Pinehurst golf trips, equestrian events, or Fort Bragg visits. Enjoy true Sandhills living with fast Wi-Fi, self check-in, and full comfort.